Fmoc-His(Boc)-OH

Fmoc-His(Boc)-OH is a cornerstone building block in Fmoc-based solid-phase peptide synthesis, enabling the efficient incorporation of histidine residues into peptides and peptide-based therapeutics. The dual protection system of Fmoc-His(Boc)-OH — with the Fmoc group safeguarding the α-amino function and the Boc group protecting the imidazole side chain — provides exceptional resistance to epimerization and racemization during coupling, even at elevated temperatures up to 90–105 °C. Fmoc-His(Boc)-OH is widely employed in the synthesis of bioactive peptides, including peptide hormones, enzyme inhibitors, antimicrobial peptides, and peptide-drug conjugates. Fmoc-His(Boc)-OH is also utilized in the preparation of histidine-containing pharmaceutical intermediates and as a reference standard in peptide quality control. The compound is supplied as a crystalline solid with HPLC purity exceeding 98.0%, ensuring reliable and reproducible coupling performance in both manual and automated peptide synthesis workflows.

Product Parameters

Why Cosperpharm?

When your peptide synthesis campaign demands consistently high coupling efficiency and minimal epimerization, the quality of your protected amino acids is non-negotiable. Cosperpharm delivers Fmoc-His(Boc)-OH with the purity, documentation, and supply flexibility that pharmaceutical and research customers require.

Histidine protection requires precision. The imidazole side chain of histidine presents a unique challenge in SPPS — its two nitrogen atoms can participate in unwanted acylation and catalyze racemization. Fmoc-His(Boc)-OH provides the gold-standard solution: Boc protection at the Nτ position effectively suppresses side reactions while remaining orthogonal to the Fmoc strategy. Our rigorous quality release includes HPLC purity verification (≥98.0%), specific rotation confirmation, and identity verification by NMR — because even trace impurities in this building block can compromise your peptide synthesis yield and purity.

Documentation that supports regulatory and research needs. Every shipment of Fmoc-His(Boc)-OH includes a Certificate of Analysis (COA) with batch-specific HPLC purity, optical rotation, and water content data. For customers involved in GMP peptide manufacturing or ANDA filings, Cosperpharm provides DMF-ready documentation packages, stability summaries, and custom quality agreements upon request.

Flexible supply across all scales. Cosperpharm supplies Fmoc-His(Boc)-OH across the full range of applications — from 1g–25g quantities for research-scale peptide synthesis and method development, to 100g–500g batches for process validation and pilot production, to kilogram-scale lots for commercial peptide manufacturing. R&D samples ship within 5–7 business days; bulk orders ship within 2–3 weeks.

Technical support for the full synthetic workflow. Our process chemistry team understands the nuances of histidine incorporation in SPPS — from coupling condition optimization (activation reagents, solvents, and temperatures) to deprotection strategies and epimerization suppression. We can advise on the selection of appropriate coupling protocols for your specific peptide sequence.

Global reach with transparent pricing. Cosperpharm ships to pharmaceutical manufacturers, CROs, and research laboratories worldwide, with full customs documentation included. Volume discounts apply at larger scales, and we communicate lead times upfront.

 FAQ

Q1: What is the difference between Fmoc-His(Boc)-OH and Fmoc-His(Trt)-OH?

A: Both are protected histidine derivatives used in peptide synthesis, but they differ in the protecting group on the imidazole side chain. Fmoc-His(Boc)-OH uses a Boc (tert-butoxycarbonyl) group, which is removed under acidic conditions (e.g., TFA). Fmoc-His(Trt)-OH uses a Trt (trityl) group, which is cleaved under mildly acidic conditions. The choice depends on the peptide sequence and the deprotection strategy. Fmoc-His(Boc)-OH is generally more cost-effective and provides excellent epimerization suppression.

Q2: How should this compound be stored?

A: Store Fmoc-His(Boc)-OH at refrigerated temperature (0–10 °C) in a tightly sealed container under inert gas (nitrogen or argon). Protect from air and heat. The compound is air-sensitive and should be opened only in a low-humidity environment. Allow the sealed container to reach ambient temperature before opening to minimize moisture condensation.

Application Scenarios

Fmoc-His(Boc)-OH is the standard building block for incorporating histidine residues into peptides via Fmoc-based SPPS. The Boc protection on the imidazole side chain prevents unwanted acylation and racemization during chain elongation.

Peptide Hormone Synthesis

Essential for synthesizing histidine-containing peptide hormones including glucagon, GLP-1 analogs, and other therapeutic peptides where the imidazole side chain is critical for biological activity.

Antimicrobial Peptide Development

Used in the synthesis of histidine-rich antimicrobial peptides, where the imidazole side chain contributes to membrane disruption and metal ion chelation properties.

Enzyme Inhibitor Peptides

Employed in the preparation of peptide-based enzyme inhibitors where histidine plays a key role in active-site recognition and coordination.

Peptide-Drug Conjugates

Serves as a building block for synthesizing peptide-drug conjugates, where histidine residues can facilitate targeted delivery and cellular uptake.

High-Temperature SPPS

Fmoc-His(Boc)-OH is validated for use in high-temperature peptide synthesis (up to 90–105 °C) with excellent epimerization suppression, enabling faster coupling cycles and improved crude purity.

Contact Us

Have questions about integrating Fmoc-His(Boc)-OH into your peptide synthesis workflow? Need a custom packaging size or documentation package for your regulatory filing? Cosperpharm's team of peptide chemistry specialists is ready to assist. Reach out today for a quote, technical consultation, or to request samples.